data_BD2
# 
_chem_comp.id                                    BD2 
_chem_comp.name                                  "3-[(4-HYDROXYBENZOYL)AMINO]AZEPAN-4-YL 4-(2-HYDROXYBENZOYL)BENZOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H26 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "BALANOL ANALOG 2" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-01 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        474.505 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BD2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1RE8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
BD2 O1   O1   O 0 1 N N N 17.250 39.019 20.138 6.215  -0.584 1.864  O1   BD2 1  
BD2 C1   C1   C 0 1 Y N N 15.962 39.305 19.919 4.977  -0.365 2.375  C1   BD2 2  
BD2 C2   C2   C 0 1 Y N N 15.560 40.634 19.731 4.824  0.438  3.499  C2   BD2 3  
BD2 C3   C3   C 0 1 Y N N 14.220 40.931 19.505 3.570  0.663  4.021  C3   BD2 4  
BD2 C4   C4   C 0 1 Y N N 13.267 39.898 19.462 2.450  0.083  3.419  C4   BD2 5  
BD2 C5   C5   C 0 1 Y N N 13.673 38.573 19.640 2.608  -0.723 2.289  C5   BD2 6  
BD2 C6   C6   C 0 1 Y N N 15.022 38.277 19.869 3.866  -0.939 1.770  C6   BD2 7  
BD2 C7   C7   C 0 1 N N N 11.930 40.190 19.232 1.104  0.322  3.975  C7   BD2 8  
BD2 O7   O7   O 0 1 N N N 11.514 41.351 19.406 0.968  1.024  4.958  O7   BD2 9  
BD2 N8   N8   N 0 1 N N N 11.086 39.227 18.829 0.025  -0.238 3.393  N8   BD2 10 
BD2 C8   C8   C 0 1 N N R 9.681  39.258 19.215 -1.310 -0.001 3.945  C8   BD2 11 
BD2 C9   C9   C 0 1 N N R 8.606  39.597 18.176 -2.331 -0.059 2.837  C9   BD2 12 
BD2 C10  C10  C 0 1 N N N 7.380  38.705 18.043 -3.509 0.902  3.085  C10  BD2 13 
BD2 C11  C11  C 0 1 N N N 6.374  39.036 19.141 -3.941 0.896  4.568  C11  BD2 14 
BD2 C12  C12  C 0 1 N N N 6.910  38.603 20.500 -3.919 -0.500 5.135  C12  BD2 15 
BD2 N13  N13  N 0 1 N N N 7.967  39.504 20.941 -2.650 -0.697 5.861  N13  BD2 16 
BD2 C14  C14  C 0 1 N N N 9.274  38.943 20.646 -1.636 -1.086 4.989  C14  BD2 17 
BD2 O9   O9   O 0 1 N N N 8.743  40.776 17.373 -1.688 0.295  1.584  O9   BD2 18 
BD2 C15  C15  C 0 1 N N N 8.287  40.583 16.036 -2.102 -0.266 0.432  C15  BD2 19 
BD2 O15  O15  O 0 1 N N N 8.555  39.523 15.427 -3.014 -1.069 0.442  O15  BD2 20 
BD2 C16  C16  C 0 1 Y N N 7.556  41.582 15.402 -1.448 0.094  -0.843 C16  BD2 21 
BD2 C17  C17  C 0 1 Y N N 7.590  41.693 14.005 -0.404 1.021  -0.855 C17  BD2 22 
BD2 C18  C18  C 0 1 Y N N 6.854  42.690 13.367 0.209  1.353  -2.043 C18  BD2 23 
BD2 C19  C19  C 0 1 Y N N 6.085  43.600 14.106 -0.220 0.771  -3.237 C19  BD2 24 
BD2 C20  C20  C 0 1 Y N N 6.059  43.499 15.504 -1.267 -0.152 -3.226 C20  BD2 25 
BD2 C21  C21  C 0 1 Y N N 6.791  42.486 16.149 -1.877 -0.487 -2.037 C21  BD2 26 
BD2 C22  C22  C 0 1 N N N 5.362  44.586 13.436 0.435  1.131  -4.514 C22  BD2 27 
BD2 O22  O22  O 0 1 N N N 4.990  44.365 12.271 1.264  2.019  -4.541 O22  BD2 28 
BD2 C23  C23  C 0 1 Y N N 5.026  45.813 14.018 0.082  0.413  -5.751 C23  BD2 29 
BD2 C24  C24  C 0 1 Y N N 3.674  46.144 14.167 -0.385 1.119  -6.865 C24  BD2 30 
BD2 C25  C25  C 0 1 Y N N 3.304  47.372 14.739 -0.713 0.442  -8.018 C25  BD2 31 
BD2 C26  C26  C 0 1 Y N N 4.290  48.259 15.165 -0.583 -0.936 -8.082 C26  BD2 32 
BD2 C27  C27  C 0 1 Y N N 5.640  47.937 15.023 -0.123 -1.645 -6.990 C27  BD2 33 
BD2 C28  C28  C 0 1 Y N N 6.017  46.720 14.448 0.218  -0.980 -5.822 C28  BD2 34 
BD2 O28  O28  O 0 1 N N N 7.315  46.420 14.326 0.670  -1.676 -4.749 O28  BD2 35 
BD2 HO1  HO1  H 0 1 N N N 17.522 38.117 20.265 6.563  -1.373 2.302  HO1  BD2 36 
BD2 H2   H2   H 0 1 N N N 16.301 41.449 19.761 5.690  0.885  3.964  H2   BD2 37 
BD2 H3   H3   H 0 1 N N N 13.914 41.981 19.360 3.452  1.287  4.894  H3   BD2 38 
BD2 H5   H5   H 0 1 N N N 12.928 37.760 19.599 1.746  -1.173 1.821  H5   BD2 39 
BD2 H6   H6   H 0 1 N N N 15.344 37.231 20.010 3.989  -1.562 0.897  H6   BD2 40 
BD2 HN8  HN8  H 0 1 N N N 11.498 38.496 18.249 0.134  -0.798 2.608  HN8  BD2 41 
BD2 H8   H8   H 0 1 N N N 10.287 40.171 19.419 -1.340 0.980  4.418  H8   BD2 42 
BD2 H9   H9   H 0 1 N N N 8.883  39.101 17.216 -2.713 -1.077 2.763  H9   BD2 43 
BD2 H101 1H10 H 0 0 N N N 6.925  38.767 17.026 -4.354 0.598  2.467  H101 BD2 44 
BD2 H102 2H10 H 0 0 N N N 7.649  37.623 18.034 -3.209 1.912  2.805  H102 BD2 45 
BD2 H111 1H11 H 0 0 N N N 6.088  40.113 19.131 -4.951 1.299  4.648  H111 BD2 46 
BD2 H112 2H11 H 0 0 N N N 5.370  38.597 18.931 -3.260 1.526  5.141  H112 BD2 47 
BD2 H121 1H12 H 0 0 N N N 6.096  38.514 21.257 -3.993 -1.225 4.325  H121 BD2 48 
BD2 H122 2H12 H 0 0 N N N 7.246  37.540 20.493 -4.756 -0.629 5.821  H122 BD2 49 
BD2 H13  H13  H 0 1 N N N 7.872  39.744 21.927 -2.796 -1.467 6.497  H13  BD2 50 
BD2 H141 1H14 H 0 0 N N N 9.311  37.848 20.855 -1.946 -1.993 4.469  H141 BD2 51 
BD2 H142 2H14 H 0 0 N N N 10.043 39.279 21.378 -0.737 -1.302 5.566  H142 BD2 52 
BD2 H17  H17  H 0 1 N N N 8.197  40.993 13.406 -0.072 1.472  0.068  H17  BD2 53 
BD2 H18  H18  H 0 1 N N N 6.880  42.759 12.266 1.019  2.067  -2.051 H18  BD2 54 
BD2 H20  H20  H 0 1 N N N 5.463  44.215 16.095 -1.599 -0.603 -4.150 H20  BD2 55 
BD2 H21  H21  H 0 1 N N N 6.764  42.399 17.248 -2.688 -1.201 -2.029 H21  BD2 56 
BD2 H24  H24  H 0 1 N N N 2.897  45.435 13.832 -0.488 2.193  -6.820 H24  BD2 57 
BD2 H25  H25  H 0 1 N N N 2.240  47.639 14.853 -1.073 0.988  -8.878 H25  BD2 58 
BD2 H26  H26  H 0 1 N N N 4.000  49.222 15.617 -0.843 -1.458 -8.990 H26  BD2 59 
BD2 H27  H27  H 0 1 N N N 6.411  48.646 15.366 -0.025 -2.719 -7.048 H27  BD2 60 
BD2 H28  H28  H 0 1 N N N 7.982  47.030 14.615 1.632  -1.727 -4.834 H28  BD2 61 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
BD2 O1  C1   SING N N 1  
BD2 O1  HO1  SING N N 2  
BD2 C1  C2   SING Y N 3  
BD2 C1  C6   DOUB Y N 4  
BD2 C2  C3   DOUB Y N 5  
BD2 C2  H2   SING N N 6  
BD2 C3  C4   SING Y N 7  
BD2 C3  H3   SING N N 8  
BD2 C4  C5   DOUB Y N 9  
BD2 C4  C7   SING N N 10 
BD2 C5  C6   SING Y N 11 
BD2 C5  H5   SING N N 12 
BD2 C6  H6   SING N N 13 
BD2 C7  O7   DOUB N N 14 
BD2 C7  N8   SING N N 15 
BD2 N8  C8   SING N N 16 
BD2 N8  HN8  SING N N 17 
BD2 C8  C9   SING N N 18 
BD2 C8  C14  SING N N 19 
BD2 C8  H8   SING N N 20 
BD2 C9  C10  SING N N 21 
BD2 C9  O9   SING N N 22 
BD2 C9  H9   SING N N 23 
BD2 C10 C11  SING N N 24 
BD2 C10 H101 SING N N 25 
BD2 C10 H102 SING N N 26 
BD2 C11 C12  SING N N 27 
BD2 C11 H111 SING N N 28 
BD2 C11 H112 SING N N 29 
BD2 C12 N13  SING N N 30 
BD2 C12 H121 SING N N 31 
BD2 C12 H122 SING N N 32 
BD2 N13 C14  SING N N 33 
BD2 N13 H13  SING N N 34 
BD2 C14 H141 SING N N 35 
BD2 C14 H142 SING N N 36 
BD2 O9  C15  SING N N 37 
BD2 C15 O15  DOUB N N 38 
BD2 C15 C16  SING N N 39 
BD2 C16 C17  SING Y N 40 
BD2 C16 C21  DOUB Y N 41 
BD2 C17 C18  DOUB Y N 42 
BD2 C17 H17  SING N N 43 
BD2 C18 C19  SING Y N 44 
BD2 C18 H18  SING N N 45 
BD2 C19 C20  DOUB Y N 46 
BD2 C19 C22  SING N N 47 
BD2 C20 C21  SING Y N 48 
BD2 C20 H20  SING N N 49 
BD2 C21 H21  SING N N 50 
BD2 C22 O22  DOUB N N 51 
BD2 C22 C23  SING N N 52 
BD2 C23 C24  SING Y N 53 
BD2 C23 C28  DOUB Y N 54 
BD2 C24 C25  DOUB Y N 55 
BD2 C24 H24  SING N N 56 
BD2 C25 C26  SING Y N 57 
BD2 C25 H25  SING N N 58 
BD2 C26 C27  DOUB Y N 59 
BD2 C26 H26  SING N N 60 
BD2 C27 C28  SING Y N 61 
BD2 C27 H27  SING N N 62 
BD2 C28 O28  SING N N 63 
BD2 O28 H28  SING N N 64 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
BD2 SMILES           ACDLabs              10.04 O=C(c1ccccc1O)c2ccc(cc2)C(=O)OC4CCCNCC4NC(=O)c3ccc(O)cc3                                                                                                                                                  
BD2 InChI            InChI                1.02b InChI=1/C27H26N2O6/c30-20-13-11-18(12-14-20)26(33)29-22-16-28-15-3-6-24(22)35-27(34)19-9-7-17(8-10-19)25(32)21-4-1-2-5-23(21)31/h1-2,4-5,7-14,22,24,28,30-31H,3,6,15-16H2,(H,29,33)/t22-,24-/m1/s1/f/h29H 
BD2 InChIKey         InChI                1.02b SQLYTJZXRRDERK-SCEDJUEFDM                                                                                                                                                                                 
BD2 SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1)C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(cc3)C(=O)c4ccccc4O                                                                                                                                         
BD2 SMILES           CACTVS               3.341 Oc1ccc(cc1)C(=O)N[CH]2CNCCC[CH]2OC(=O)c3ccc(cc3)C(=O)c4ccccc4O                                                                                                                                            
BD2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)c2ccc(cc2)C(=O)OC3CCCNCC3NC(=O)c4ccc(cc4)O)O                                                                                                                                              
BD2 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)c2ccc(cc2)C(=O)OC3CCCNCC3NC(=O)c4ccc(cc4)O)O                                                                                                                                              
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
BD2 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R)-3-{[(4-hydroxyphenyl)carbonyl]amino}azepan-4-yl 4-[(2-hydroxyphenyl)carbonyl]benzoate" 
BD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[3-[(4-hydroxyphenyl)carbonylamino]azepan-4-yl] 4-(2-hydroxyphenyl)carbonylbenzoate"           
# 
